有機反応化学研究室（内田研）
Synthetic Organic Chemistry (Uchida Group)
Publication
2024
Ammonium carboxylates in the ammonia-Ugi reaction: one-pot synthesis of α,α-disubstituted amino acid derivatives including unnatural dipeptides.
K. Tomohara*, S. Kusaba, M. Masui, T. Uchida, H. Nambu, T. Nose, Org. Bio. Chem. 2024, Advance Article.
Acid-Cooperative Transition Metal-Catalysed Oxygen-Atom-Transfer:
Ruthenium-Catalysed C−H Oxygenation.
D. Doiuchi, N. Shimoda, K. Okazaki, T. Uchida*, Adv. Synthe. Catal. 2024, 366, 1905-2140. (VIP, Front cover)
カルボン酸協働作用を利用した非ヘム型ルテニウム触媒を用いた環境調和型C–H酸化法の開発
T. Uchida*, 触媒. 2024, 66 (3), 136-141.
Iron- and ruthenium-catalyzed atroposelective synthesis of axially chiral compounds
T. Uchida*, in "Atropisomerism in Asymmetric Organic Synthesis" Takizawa, Salem (Eds)
Oxidation: C–N Bond Formation by C–H Activation
T. Uchida, R. Irie in Comprehensive Chirality, 2nd Edition, J. Cossy (ed), vol 7, 122-157 (2024), Elsevier, ISBN: 9780323906456.
Oxidation: C-O bond formation by C-H activation
T. Uchida, R. Irie in Comprehensive Chirality, 2nd Edition, J. Cossy (ed), vol 7, 36–68 (2024), Elsevier, ISBN: 9780323906456.
2023
Development of Catalytic Site-Selective C−H Oxidation
T. Uchida*, Chem. Rec. 2023, 23, e202300156.
Asymmetric oxyamination by mean of ruthenium-catalyzed N-Acyl nitrene transfer reaction to olefines
K. Hashimoto, N. Watari, T. Uchida*, Tetrahedron Lett. 2023, 123, 154542. ( https://doi.org/10.1016/j.tetlet.2023.154542 )
2022
Synthesis of natural product hybrids by the Ugi reaction in complex media containing plant extracts
K, Tomohara* N. Ohashi, T. Uchida, T. Nose, Sci. Rep. 2022, 12, 15568. ( https://doi.org/10.1038/s41598-022-19579-6 )
Iridium(III)-Catalyzed Asymmetric Site-Selective Carbene C–H Insertion during Late-Stage Transformation
Y. Yamakawa, T. Ikuta, H. Hayashi, K. Hashimoto, R. Fujii, K. Kawashima, S. Mori,
T. Uchida*, T. Katsuki, J. Org. Chem. 2022, 87, 6769-6780.
2021
Recent Strategies in Non-Heme-Type Metal Complex-Catalyzed Site-, Chemo-, and Enantioselective C–H Oxygenations
D. Doiuchi, T. Uchida*, Synthesis. 2021, 53, 3235-3246.
Catalytic Highly Regioselective C–H Oxygenation Using Water as the Oxygen Source: Preparation of 17O/18O-Isotope-Labeled Compounds
D. Doiuchi, T. Uchida*, Org. Lett. 2021, 23, 7301-7305.
2020
Ruthenium-Catalyzed Asymmetric N-Acyl Nitrene Transfer Reaction: Imidation of Sulfide
M. Yoahitake, H. Hayashi, T. Uchida*, Org. Lett. 2020, 22, 4021-4025.
Iron-Catalyzed Asymmetric Inter- and Intramolecular Aerobic Oxidative Dearomatizing Spirocyclization of 2-Naphthols
T. Oguma, D. Doiuchi, C. Fujimoto, C. Kim, H. Hayashi, T. Uchida*, T. Katsuki,
Asian J. Org. Chem. 2020, 9, 404-415.
Non‐Heme‐Type Ruthenium Catalyzed Chemo‐ and Site‐Selective C−H Oxidation
D. Doiuchi, T. Nakamura, H. Hayashi, T. Uchida*, Chem. Asian J. 2020, 15, 762-765.
Ruthenium-Catalyzed Cross-Selective Asymmetric Oxidative Coupling of Arenols
H. Hayashi, T. Ueno, C. Kim, T. Uchida*, Org. Lett. 2020, 22, 1469-1474.
Nitrene Transfer Reactions for Asymmetric C–H Amination: Recent Development
H. Hayashi, T. Uchida*, Eur. J. Org. Chem. 2020, 2020, 909-916. (VIP, Front cover)
(https://doi.org/10.1002/ejoc.201901562)
(Top citrated article 2021–2022 in Eur. J. Org. Chem.)
2018
Ruthenium-Catalyzed Chemo- and Enantioselective Hydrogenation of Isoquinoline Carbocycles
Y. Jin, Y. Makida, T. Uchida, R. Kuwano, J. Org. Chem. 2018, 83, 3829-3839.
2016
Iron-catalyzed Asymmetric Aerobic Oxidative Dearomatizing Spirocyclization of Methylenebis(arenol)s
C. Kim, T. Oguma, C. Fujimoto, T. Uchida*, T. Katsuki, Chem. Lett. 2016, 45, 1262-1264.
2015
Katsuki Catalysts for Asymmetric Oxidation: Design Concepts, Serendipities for Breakthroughs, and Applications
R. Irie, T. Uchida, K. Matsumoto, Chem. Lett. 2015, 45, 1268-1283.
2014
Ruthenium-Catalyzed Oxidative Kinetic Resolution of Unactivated and Activated Secondary Alcohols with Air as the Hydrogen Acceptor at Room Temperature
H. Mizoguchi, T. Uchida, T. Katsuki*, Angew. Chem. Int. Ed. 2014, 53, 3178-3182.
2013
Green Asymmetric Oxidation Using Air as Oxidant
T. Uchida, T. Katsuki, J. Synth. Org. Chem. 2013, 71, 1126-1135.
Enantio- and Regioselective Intermolecular Benzylic and Allylic C-H Bond Amination
Y. Nishioka, T. Uchida, T. Katsuki*, Angew. Chem. Int. Ed. 2013, 52, 1739-1742.
2011
Synthesis and Stereochemical Behavior of a New Chiral Oxa[7]heterohelicene
R. Irie*, A. Tanoue, S. Urakawa, T. Imahori, K. Igawa, T. Matsumoto, K. Tomooka, S. Kikuta, T. Uchida, T. Katsuki, Chem. Lett. 2011, 40, 1343-1345.
Enantioselective Intramolecular Benzylic C-H Bond Amination: Efficient Synthesis of Optically Active Benzosultams
M. Ichinose, H. Suematsu, Y. Yasutomi, Y. Nishioka, T. Uchida, T. Katsuki*, Angew. Chem. Int. Ed. 2011, 50, 9884-9887.
Asymmetric Epoxidation of Conjugated Olefins with Dioxygen
S. Koya, Y. Nishioka, H. Mizoguchi, T. Uchida, T. Katsuki*, Angew. Chem. Int. Ed. 2012, 51, 8243-8246.
2010
Photopromoted Ru-Catalyzed Asymmetric Aerobic Sulfide Oxidation and Epoxidation Using Water as a Proton Transfer Mediator
H. Tanaka, H. Nishikawa, T. Uchida, T. Katsuki, J. Am. Chem. Soc. 2010, 132, 12034-12041.
2009
Construction of a New Type of Chiral Bidentate NHC Ligands: Copper-Catalyzed Asymmetric Conjugate Alkylation
T. Uchida, T. Katsuki, Tetrahedron Lett. 2009, 50 (33), 4741–4743.
Ru(PPh3)(OH)-salen complex: a Designer Catalyst for Chemoselective Aerobic Oxidation of Primary Alcohols
T. Uchida, T. Katsuki, Tetrahedron Lett. 2009, 50 (26), 3432–3435.
2007
Asymmetric Sulfimidation with cis-Ru(salalen)(CO)2 Complexes as Catalyst
H. Fujita, T. Uchida, T. Katsuki, Chem. Lett. 2007, 36 (9), 1092–1093.
Aerobic Oxidative Kinetic Resolution of Racemic Alcohols with Bidentate Ligand-Binding Ru(salen) Complex as Catalyst
Y. Nakamura, H. Egami, K. Matsumoto, T. Uchida, T. Katsuki, Tetrahedron, 2007, 63 (28), 6383–6387.
Construction of Robust Ruthenium(salen)(OC) Complexes and Asymmetric Aziridination with Nitrene Precursors in the Form of Azide Compounds That Bear Easily Removable N-Sulfonyl Groups
H. Kawabata, K. Omura, T. Uchida, T. Katsuki, Chem. Asian J. 2007, 2 (2), 248–258.
Construction of an Aryliridium-salen Complex for Highly Cis- and Enantioselective Cyclopropanation
S. Kanchiku, H. Suematsu, K. Matsumoto, T. Uchida, T. Katsuki, Angew. Chem. Int. Ed. 2007, 46 (21), 3889–3891.
2008
Construction of Aryliridium-Salen Complexes: Enantio- and Cis-Selective Cyclopropanation of Conjugated and Non-Conjugated Olefins
H. Suematsu, S. Kanchiku, T. Uchida, T. Katsuki, J. Am. Chem. Soc. 2008, 130 (31), 10327–10337.
Asymmetric Hetero Diels-Alder Reaction Catalyzed by Chromium Complexes of Heterogeneously Hybridized Salen/Salan Ligands
S. Eno, H. Egami, T. Uchida, T. Katsuki, Chem. Lett. 2008, 37 (6), 632–633.
2012
Asymmetric Epoxidation of Conjugated Olefins with Dioxygen as Oxidant
S. Koya, Y. Nishioka, H. Mizoguchi, T. Uchida, T. Katsuki*, Angew. Chem. Int. Ed. 2012, 51, 8243-8246.
Asymmetric olefin aziridination using a newly designed Ru(CO)(salen) complex as the catalyst
C. Kim, T. Uchida, T. Katsuki*, Chem. Commun. 2012, 48, 7188-7190.
Ru(CO)-salen-Catalyzed Synthesis of Enantiopure Aziridinyl Ketones and Formal Asymmetric Synthesis of (+)-PD 128907
Y. Fukunaga, T. Uchida, Y. Ito, K. Matsumoto, T. Katsuki*, Org. Lett. 2012, 14, 4658-4661.
2006
alfa-Diazoacetates as Carbene Precursors: Metallosalen- Catalyzed Asymmetric Cyclopropanation
T. Uchida, T. Katsuki, Synthesis, 2006, (10), 1715–1723.
2005
原子効率的反応を目指した不斉反応場の構築:キラルなサレン錯体の活用
T. Uchida, R. Irie, T. Katsuki, 有機合成化学協会誌, 2005, (5), 478–491.
2004
Design of Robust Ru(salen) complex: Aziridination with Improved Turnover Number Using N-Arylsulfonyl Azides as Precursors
K. Omura, T. Uchida, R. Irie, T. Katsuki, Chem. Commun. 2004, (18), 2060–2061.
Zr[bis(salicylidene)ethylenediaminato]-Mediated Baeyer-Villiger Oxidation: Stereospecific Synthesis of Abnormal and Normal Lactones
A. Watanabe, T. Uchida, R. Irie, T. Katsuki, , Proc. Natl. Acad. Sci. U. S. A. 2004, 101 (16), 5737–5742.
Construction of a new asymmetric reaction site: asymmetric 1,4-addition of thiol using pentagonal bipyramidal Hf(salen) complex as catalyst
K. Matsumoto, A. Watanabe, T. Uchida, K. Ogi, T. Katsuki, Tetrahedron Lett. 2004, 45 (11), 2385–2388.
2003
Mechanism of asymmetric sulfimidation with N-alkoxycarbonyl azide in the presence of (OC)Ru(salen) comple
T. Uchida, Y. Tamura, M. Ohba, T. Katsuki, Tetrahedron Lett. 2003, 44 (43), 7965–7968.
Highly Enantioselective (OC)Ru(salen)-Catalyzed Sulfimidation Using N-Alkoxycarbonyl Azide as Nitrene Precursor
Y. Tamura, T. Uchida T. Katsuki, Tetrahedron Lett. 2003, 44 (16), 3301–3303.
Enantioselective Aziridination and Amination Using p-Toluenesulfonyl Azide in the Presence of Ru(salen)(CO) Complex
K. Omura, M. Murakami, T. Uchida, T. Katsuki, Chem. Lett. 2003, (4), 354–355.
Asymmetric Intramolecular Cyclopropanation of Diazo Compounds with Metallosalen Complexes as Catalyst: Structural Tuning of Salen Ligand
B. Saha, T. Uchida, T. Katsuki, Tetrahedron-Asymmetry. 2003, 14 (7), 823–836.
2002
Ru(salen)-Catalyzed Asymmetric Sulfimidation and Subsequent [2,3]Sigmatropic Rearrangement
B. Saha, T. Uchida, T. Katsuki, Chirality 2002, 15 (2), 116–123.
New Asymmetric Catalysis by (Salen)Cobalt(III) Complexes (Salen=[Bis(salicylidene)ethylene-diamine ato]={{2,2'-[ethane-1,2-diyl]bis[(nitrilo-kN)methylidyne]bis[phenolato-kO]}(2-)}) of cis-beta-Structure: Enantioselective Baeyer-Villiger Oxidation of Prochiral Cyclobutanones
T. Uchida, T. Katsuki, Helvetica Chemica. Acta. 2002, 85 (10), 3078–3089.
(https://doi.org/10.1002/1522-2675(200210)85:10<3078::AID-HLCA3078>3.0.CO;2-1)
Highly Enantioselective Intramolecular Cyclopropanation of Alkenyl Diazo Ketones Using Ru(salen) as Catalys
B. Saha, T. Uchida, T. Katsuki, Chem. Lett. 2002, 31 (8), 846–847.
Highly enantioselective Baeyer-Villiger oxidation using Zr(salen) complex as catalys
Y. Tamura, T. Uchida T. Katsuki, Tetrahedron Lett. 2002, 42 (39), 6911–6914.
2001
Ru(salen)-Catalyzed Asymmetric Sulfimidation Using Arylsulfonyl Azide
M. Murakami, T. Uchida, T. Katsuki, Tetrahedron Lett. 2001, 42 (40), 7071–7074.
Cationic Co(III)(salen)-Catalyzed Enantioselective Baeyer-Villiger Oxidation of 3-Arylcyclobutanones Using Hydrogen Peroxide as a Terminal Oxidant
T. Uchida, T. Katsuki, Tetrahedron Lett. 2001, 42 (39), 6911–6914.
Highly Enantioselective Cyclopropanation with Co(II)-salen Complexes: Control of cis- and trans-Selective by Rational Ligand-Design
T. Niimi, T. Uchida, T. Katsuki, Adv. Synth. Catal. 2001, 343 (1), 79–88.
(https://doi.org/10.1002/1615-4169(20010129)343:1<79::AID-ADSC79>3.0.CO;2-8)
Co(II)-Salen-Catalyzed Asymmetric Intramolecular Cyclopropanation
T. Uchida, B. Saha, T. Katsuki, Tetrahedron Lett. 2001, 42 (39), 2521–2524.
2-(Phosphinoaryl)pyridine Ligand (2): Asymmetric Allylic Alkylation of 2-Cycloalkenyl Carboxylate
K. Ito, R. Kashiwagi, T. Uchida, T. Katsuki, Synlett, 2001, (2), 284–286.
Intramolecular Asymmetric Cyclopropanation with (Nitroso)(Salen)ruthenium(II) Complexes as Catalyst
B. Saha, T. Uchida T. Katsuki, Synlett. 2001, (2), 114–116.
Lewis Acid Catalysis of Second-Generation Metallosalen Complexes: An Explanation for Stereochemistry of Asymmetric Hetero Diels-Alder Reaction
J. Mihara, K. Aikawa, T. Uchida, R. Irie, T. Katsuki, Heterocycles, 2001, 54 (1), 395–404.
2000
Catalytic Asymmetric and Chemoselective Aerobic Oxidation: Kinetic Resolution of sec-Alcohols
K. Masutani, T. Uchida, R. Irie, T. Katsuki, Tetrahedron Lett. 2000, 41 (26), 5119–5123.
Cis- and Enantio-Selective Cyclopropanation with Chiral (ON+)Ru-Salen Complex as a Catalyst
T. Uchida, R. Irie, T. Katsuki, Tetrahedron 2000, 56 (22), 3501–3509.
Co(II)-salen-catalyzed highly cis- and enantioselective cyclopropanation
T. Niimi, T. Uchida, T. Katsuki, Tetrahedron Lett. 2000, 41 (19), 3647–3651.
1999
Highly cis- and Enantioface-Selective Cyclopropanation Using (R,R)-Ru-Salen Complex. Solubility Dependent Enantioface Selection
T. Uchida, R. Irie, T. Katsuki, Synlett 1999, (11), 1793–1795.
Chiral (ON)Ru-salen-Catalyzed Cyclopropanation: High cis- and Enantioselectivity
T. Uchida, R. Irie, T. Katsuki, Synlett 1999, (7), 1163–1165.